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Alternative syntheses of methylated sugars. XXII. Synthesis of methyl β-xylotrioside

P. Kováč

Institute of Chemistry, Slovak Academy of Sciences, 809 33 Bratislava

 

Abstract: Condensation of penta-O-acetyl-α-xylobiosyl bromide with Me 2,3-anhydro-β-D-ribopyranoside followed by deacetylation afforded Me 2,3-anhydro-4-O-[4-O-(β-D-xylopyranosyl)-β-D-xylopyranosyl]-β-D-ribopyranoside. Subsequent alk. hydrolysis gave cryst., hitherto unknown Me β-xylotrioside which on methylation yielded cryst. heptamethyl ether and on acetylation a cryst. hepta-O-acetate. The same acetyl deriv. was isolated from the reaction of penta-O-acetyl-α-xylobiosyl bromide with Me 2,3-di-O-acetyl-β-D-xylopyranoside.

Full paper in Portable Document Format: 342a234.pdf

 

Chemical Papers 34 (2) 234–240 (1980)

Monday, October 14, 2019

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